Cleat with gasket comprising a rigid horizontally disposed elongate bar and a plurality of vertically disposed support members. The upper portion of the support member is attached to the bar. The mid portion of the support structure poses a horizontally disposed flat plate, the underside of which is recessed to receive a resilient gasket. A threaded post extends down from the underside of the recess so that it can penetrate the deck of a boat. The gasket protrudes slightly from the recessed area and is compressed in a controlled way when a nut on the treaded post is tightened forcing the flat plate down onto the deck of a boat thereby eliminating the chance of leakage through the deck.